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Adsorption of 4-nonylphenol ethoxylates onto insoluble chitosan beads bearing cyclodextrin moieties

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Abstract

In order to develop a treatment method for industrial wastewater, the adsorption of 4-nonylphenol ethoxylates (NPEs), non-ionic surfactants used in the industry, onto chitosan beads having cyclodextrin (CDC beads) was investigated. Three kinds of CDC beads containing different cyclodextrin (CD) moieties were prepared from poly-carboxymethylated α-, β- and γ-CDs. Among α-, β- and γ-CD cavities, β-CD was the most suitable for the adsorption of the phenol derivatives. The amount of adsorption was greater for the NPEs having shorter ethoxylates. Most of the NPE adsorbed on the β-CDC beads were successfully released by the treatment of the CDC beads with various aqueous alcohol solutions. After 20 cycles of the adsorption–desorption were completed, no significant decline in the adsorption amount was observed. Continuous adsorption tests were carried out using the CDC beads filled in a glass column. At the appropriate flow rate, the NPE can be adsorbed with a reasonable saturation amount.

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References

  1. Prabaharan, M., Mano, J.F.: Chitosan derivatives bearing cyclodextrin cavities as novel adsorbent matrices. Carbohydr. Res. 63, 153–166 (2004)

    Google Scholar 

  2. Aoki, N., Nishikawa, M., Hattori, K.: Synthesis of chitosan derivatives bearing cyclodextrin and adsorption of p-nonylphenol and bisphenol A. Carbohydr. Polym. 52, 219–223 (2003)

    Article  CAS  Google Scholar 

  3. Aoki, N., Arai, R., Hattori, K.: Improved synthesis of chitosan bearing β-cyclodextrin and its adsorption behavior of bisphenol A and 4-nonylphenol. J. Incl. Phenom. Macrocycl. Chem. 50, 115–120 (2004)

    CAS  Google Scholar 

  4. Aoki, N., Kinoshita, K., Arai, R., Mikuni, K., Nakanishi, K., Hattori, K.: Preparation of insoluble chitosan beads functionalized by carboxymethylated β-cyclodextrin. Trans. Mat. Res. Soc. Jpn. 30(4), 1143–1146 (2005)

    CAS  Google Scholar 

  5. Aoki, N., Arai, R., Hattori, K.: Synthesis of the insoluble chitosan bearing cyclodextrin and adsorption behavior for various phenols. In: Proceedings - 12th Int. Cyclodextrin Symposium, pp.191–194, Montpellier, 16–19 May 2004

  6. Nishiki, M., Tojima, T., Nishi, N., Sakairi, N.: β-Cyclodextrin-linked chitosan beads: Preparation and application to removal of bisphenol A from water. Carbohydr. Lett. 4(1), 61–67 (2000)

    CAS  Google Scholar 

  7. Martel, B., Devassine, M., Crini, G., Weltrowski, M., Bourdonneau, M., Morcellet M.: Preparation and sorption properties of a β-cyclodextrin-linked chitosan derivative. J. Polym. Sci. Part A, Polym. Chem. 39, 169–176 (2001)

    Article  CAS  Google Scholar 

  8. Sreenivasan, K.: Synthesis and preliminary studies on a β-cyclodextrin-coupled chitosan as a novel adsorbent matrix. J. Appl. Polym. Sci. 69(3), 1051–1055 (1998)

    Article  CAS  Google Scholar 

  9. Chiu, S.H., Chung, T.W., Giridhar, R., Wu, W.T.: Immobilization of β-cyclodextrin in chitosan beads for separation of cholesterol from egg yolk. Food. Res. Int. 37, 217–223 (2004)

    Article  CAS  Google Scholar 

  10. Auzely-Velty, R., Rinaudo, M.: Chitosan derivatives bearing pendant cyclodextrin cavities: synthesis and inclusion performance. Macromol. 34(11), 3574–3580 (2001)

    Article  CAS  Google Scholar 

  11. Giger, W., Burnner, P.H., Schaffner, C.: 4-Nonylphenol in sewage sludge: accumulation of toxic metabolites from nonionic surfactants. Science 225, 623–625 (1984)

    Article  CAS  Google Scholar 

  12. Routledge, E.J., Sumpter, J.P.: Estrogenic activity of surfactants and some of their degradation products assessed using a recombinant yeast screen. Environ. Toxic. Chem. 15(3), 241–248 (1996)

    Article  CAS  Google Scholar 

  13. Kunishima, M., Kawachi, C., Morita, J., Terao, K., Iwasaki, F., Tani, S.: 4-(4,6-Dimethyl-1,3,5-triazin-2-yl)-4-methyl-morpholinium chloride: An Efficient Condensing Agent Leading to the Formation of Amide and Esters. Tetrahedron 55, 13159–13170 (1999)

    Article  CAS  Google Scholar 

  14. Satomura, S., Omichi, K., Ikenaka, T.: Preparation of carboxymethyl derivatives of p-nitrophenyl α-maltopentaoside as substrate of α-amylases. Carbohydr. Res. 180, 137–146 (1988)

    Article  CAS  Google Scholar 

  15. Dubois, M., Gilles, K.A., Hamilton, J.K., Rebers, P.A., Smith, F.: Colorimetric method for determination of sugars and related substances. Anal. Chem. 28(3), 350–356 (1956)

    Article  CAS  Google Scholar 

  16. Saito, Y., Ueda, H., Abe, M., Saito, T., Chritian, S.D.: .: Inclusion complexation of triton X-100 with α-, β- and γ-cyclodextrins. Colloids Surf. A 135, 103–108 (1998)

    Article  CAS  Google Scholar 

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Correspondence to Nobuyoshi Aoki.

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Aoki, N., Kinoshita, K., Mikuni, K. et al. Adsorption of 4-nonylphenol ethoxylates onto insoluble chitosan beads bearing cyclodextrin moieties. J Incl Phenom Macrocycl Chem 57, 237–241 (2007). https://doi.org/10.1007/s10847-006-9190-2

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  • DOI: https://doi.org/10.1007/s10847-006-9190-2

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